[(Z)-(2R,3S,8R,9S)-8-Benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

Base Information

Chemical Name:[(Z)-(2R,3S,8R,9S)-8-Benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol
CAS No.:876288-80-1
Molecular Formula:C₃₀H₄₄O₅Si
Molecular Weight:512.762
Hs Code.:

Synonyms:[(Z)-(2R,3S,8R,9S)-8-Benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

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Chemical Property of [(Z)-(2R,3S,8R,9S)-8-Benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

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Technology Process of [(Z)-(2R,3S,8R,9S)-8-Benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

There total 7 articles about [(Z)-(2R,3S,8R,9S)-8-Benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

: 876288-79-8
2,2-Dimethyl-propionic acid (Z)-(2R,3S,8R,9S)-8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-ylmethyl ester

: 876288-80-1
[(Z)-(2R,3S,8R,9S)-8-Benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1016/j.tetlet.2005.11.085

Reference yield:

: 876288-75-4
(1R,3S,4R,6Z,9S,11S)-3-hydroxymethyl-11-phenyl-2,10,12-trioxabicyclo[7.4.0]tridecan-6-en-4-ol

: 876288-80-1
[(Z)-(2R,3S,8R,9S)-8-Benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / NaH; Bu₄NI / tetrahydrofuran / 5 h / 26 °C

2: 98 percent / aq. HCl / tetrahydrofuran / 21 h / 23 °C

3: 80 percent / pyridine / 33 h / 25 °C

4: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

5: 99 percent / DIBALH / CH₂Cl₂ / 2 h / -78 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.11.085

Reference yield:

: 876288-77-6
(2R,3S,5Z,8R,9S)-8-benzyloxy-9-benzyloxymethyl-2-hydroxymethyl-2,3,4,7,8,9-hexahydrooxonin-3-ol

: 876288-80-1
[(Z)-(2R,3S,8R,9S)-8-Benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / pyridine / 33 h / 25 °C

2: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

3: 99 percent / DIBALH / CH₂Cl₂ / 2 h / -78 °C

With pyridine; 2,6-dimethylpyridine; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1016/j.tetlet.2005.11.085